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CS-W001157 4
Total: USD 88.00

Dimethyl 2-methoxymalonate

  • CAS No. 5018-30-4

  • Cat. No. CS-0107641
  • Purity≥96%
  • MDL No.MFCD00009847

*For research and further manufacturing use only, not for direct human use.

Dimethyl 2-methoxymalonate|CS-0107641

Structure of 5018-30-4

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General Information

  • CAS No. 5018-30-4
  • Cat. No. CS-0107641
  • Purity ≥96%
  • MDL No. MFCD00009847
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₅
  • Molecular Weight 162.14
  • Synonym(s) Propanedioicacid,methoxy-,dimethylester
  • SMILES O=C(OC)C(OC)C(OC)=O

Description

Dimethyl 2-methoxymalonate serves as a key synthon in heterocyclic synthesis, featuring two ester groups flanking a methoxy-substituted central carbon. This electron-deficient diester integrates readily into [3+2] cycloadditions and Michael additions, enabling efficient construction of five-membered rings under mild conditions.

Application

Dimethyl 2-methoxymalonate serves as a versatile diester building block in synthetic organic chemistry, enabling efficient construction of substituted malonic acid derivatives. Its methoxy group enhances stability and facilitates selective deprotonation, while the two ester functionalities support diverse transformations including alkylation, condensation reactions, and heterocycle synthesis. The compound functions reliably in standard enolate-mediated processes and is valued for its bench stability and ease of purification in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      6773-29-1
    • ~68%
    • In-stock
      Dimethyl 2-methoxymalonate|CS-0107641
      5018-30-4

    References

    • Shevchenko, Vladimir V.; Zhegalova, Natalya G.; Borzenko, Andey O.; Nikolaev, Valerij A. Helvetica Chimica Acta, 2008 , vol. 91, # 3 p. 501 - 509
  • Route2
    • null|null
      84212-88-4
    • ~82%
    • In-stock
      Dimethyl 2-methoxymalonate|CS-0107641
      5018-30-4

    References

    • Moss, Robert A.; Guo, Wenjeng; Hagedorn, Alfred; Beveridge, Richard Journal of the Chemical Society, Chemical Communications, 1982 , # 19 p. 1102 - 1103
  • Route3

    References

    • Ledon,H. et al. Bulletin de la Societe Chimique de France, 1973 , p. 2065 - 2071

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   61.83
  • LogP   -0.6526
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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